Potent Cytotoxic Analogs of Amphidinolides from the Atlantic Octocoral Stragulum bicolor

Amphidinolides are cytotoxic macrolides produced by symbiotic unicellular microalgae of the genus Amphidinium. Here we describe the identification of four related molecules belonging to this macrolide family isolated from the invertebrate Stragulum bicolor. The new molecules, named amphidinolide PX1...

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Bibliographic Details
Main Authors: Genoveffa Nuzzo, Bruno de Araújo Gomes, Carmela Gallo, Pietro Amodeo, Clementina Sansone, Otília D. L. Pessoa, Emiliano Manzo, Rosa Maria Vitale, Adrianna Ianora, Evelyne A. Santos, Leticia V. Costa-Lotufo, Angelo Fontana
Format: Article
Language:English
Published: MDPI AG 2019-01-01
Series:Marine Drugs
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Online Access:http://www.mdpi.com/1660-3397/17/1/58
Description
Summary:Amphidinolides are cytotoxic macrolides produced by symbiotic unicellular microalgae of the genus Amphidinium. Here we describe the identification of four related molecules belonging to this macrolide family isolated from the invertebrate Stragulum bicolor. The new molecules, named amphidinolide PX1-PX3 and stragulin A (1–4), show an unprecedented carbon skeleton whose complete stereochemistry has been determined by spectroscopic and computational methods. Differences in the structures of these molecules modulate their biological activity in a panel of tumor cell lines, but the opened derivative stragulin (4) shows a very potent and specific cytotoxic activity (IC50 0.18 µM) against the aggressive human melanoma cell A2058.
ISSN:1660-3397